Skip to main content
SpringerLink
Log in

Enzymatic biocatalysis in chemical synthesis of pharmaceuticals (Review)

  • Published:
Applied Biochemistry and Microbiology Aims and scope Submit manuscript

Abstract

In this review we summarize the available research on enzymatic biocatalysis in the chemical synthesis of drugs. We focus on oxydoreductsases, particularly ketoreductases, that are widely used in biotechnological processes: alpha- and omega-transaminases, lipases, nitrile hydrolases, and aldolases. The potential for the extended use of novel enzymes produced via bioengineering is discussed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Bezborodov, A.M., Zagustina, N.A., and Popov, V.O., Fermentativnye protsessy v biotekhnologii (Enzymatic Processes in Biotechnology), Moscow: Nauka, 2008.

    Google Scholar 

  2. Wenda, S., Illner, S., Mell, A., and Kragl, U., Green Chemistry, 2011, vol. 13, pp. 3007–3014.

    Article  CAS  Google Scholar 

  3. Bornscheuer, U.T., Huisman, G.W., Kazlauskas, R.J., Lutz, S., Moore, J.C., and Robins, K., Nature, 2012, vol. 485, no. 7397, pp. 185–194.

    Article  CAS  PubMed  Google Scholar 

  4. Nestl, B.M., Hammer, S.C., Nebel, B.A., and Hauer, B., Angew. Chem., Int. Ed. Engl., 2014, vol. 53, no. 12, pp. 3070–3095.

    Article  CAS  Google Scholar 

  5. Torrelo, G., Hanefeld, U., and Hollman, F., Catal. Lett., 2015, vol. 145, no. 1, pp. 309–345.

    Article  CAS  Google Scholar 

  6. Pollard, D.J. and Woodley, J.M., Trends Biotechnol., 2007, vol. 25, no. 2, pp. 66–73.

    Article  CAS  PubMed  Google Scholar 

  7. Patel, R.N., Biomolecules, 2013, vol. 3, no. 4, pp. 741–777.

    Article  PubMed  PubMed Central  Google Scholar 

  8. Wells, A. and Meyer, H-P., Chem. Cat. Chem., 2014, vol. 6, no. 4, pp. 918–923.

    CAS  Google Scholar 

  9. Abramson, M.J., Varquez-Figueroa, E., Woodall, J.C., Moore, J.C., and Bommarius, A.S., Angew. Chem., 2012, vol. 124, no. 16, pp. 4036–4040.

    Article  Google Scholar 

  10. Patel, R.N., Banerjee, A., Liu, M., Hanson, R., Ko, R., Howell, J., and Szarka, L.J., Biotechnol. Appl. Biochem., 1993, vol. 17, no. 2, pp. 139–153.

    CAS  PubMed  Google Scholar 

  11. Patel, R.N., Goswami, A., Chu, L., Nanduri, V., Goldberg, S., and Jonson, R., Tetrahedron: Asymmetry, 2004, vol. 15, no. 8, pp. 1247–1258.

    Article  CAS  Google Scholar 

  12. Patel, R., McNamee, C., Banerjee, A., Howell, J., and Robinson, R., and Szarka, L., Enzyme Microb. Technol., 1992, vol. 14, no. 9, pp. 731–738.

    Article  CAS  Google Scholar 

  13. Shafiee, A., Motamedi, H., and King, A., Appl. Microb. Biotechnol., 1998, vol. 49, no. 6, pp. 709–717.

    Article  CAS  Google Scholar 

  14. Liang, J., Lalonde, J., Borup, B., Mitchel, V., Mundorff, E., Trinh, N., Kochrekar, D.A., Cherat, R.N., and Pai, G.G., Org. Proc. Res. Dev., 2010, vol. 14, no. 1, pp. 193–198.

    Article  CAS  Google Scholar 

  15. Ma, S.K., Gruber, J., Davis, C., Newman, D., and Sheldon, R., Green Chemistry, 2010, vol. 12, no. 1, pp. 81–86.

    Article  CAS  Google Scholar 

  16. US Patent no. 7807423B2, 2010.

  17. Nelson, T.D., Le Blond, C.R., Frantz, D.E., Matty, L., Mitten, J.V., and Weaver, D.G., Org. Chem., 2004, vol. 69, no. 11, pp. 3620–3627.

    Article  CAS  Google Scholar 

  18. Patel, R.N., Chu, L., and Mueller, R.H., Tetrahedron: Asymmetry, 2003, vol. 14, no. 20, pp. 3105–3109.

    Article  CAS  Google Scholar 

  19. Nanduri, V.B., Hanson, R.L., Goswami, A., Wasyluk, J.M., and La Porte, T.K., Enzyme Microb. Technol., 2001, vol. 28, nos. 7–8, pp. 632–636.

    Article  CAS  PubMed  Google Scholar 

  20. Guo, Z., Chen, Y., Gosmawi, A., Hanson, R.L., and Patel, R.N., Tetrahedron: Asymmetry, 2006, vol. 17, no. 10, pp. 1589–1602.

    Article  CAS  Google Scholar 

  21. Goldberg, S., Guo, Z., Chen, S., Gosmawi, A., and Patel, R.N., Enzyme Microb. Technol., 2008, vol. 43, no. 7, pp. 544–549.

    Article  CAS  Google Scholar 

  22. Krulewicz, B., Tschaen, D., Devin, P., Lee, S.S., and Chartrain, M., Biocat. Bioremed., 2001, vol. 19, no. 4, pp. 267–279.

    CAS  Google Scholar 

  23. Hanson, R.L., Goldberg, S., Gosmawi, A., Tully, T.P., and Patel, R.N., Adv. Synth. Catal., 2005, vol. 347, nos. 7–8, pp. 1073–1080.

    Article  CAS  Google Scholar 

  24. Liang, J., Mundorff, E., Voladri, R., Jenne, S., Gillson, L., and Lalondre, J., Org. Proc. Res. Dev., 2010, vol. 14, no. 1, pp. 188–192.

    Article  CAS  Google Scholar 

  25. Kara, S., Spickermann, D., Weckbecker, A., Leggewie, C., and Hollman, F., Chem. Cat. Chem., 2014, vol. 6, no. 4, pp. 973–976.

    CAS  Google Scholar 

  26. Wu, X., Liu, N., He, Y., and Chen, Y., Acta Biochem. Biophys. Sinica, 2009, vol. 41, no. 2, pp. 163–170.

    Article  CAS  Google Scholar 

  27. Wu, X., Wang, L., Wang, S., and Chen, Y., Amino Acid, 2010, vol. 39, no. 1, pp. 305–308.

    Article  CAS  Google Scholar 

  28. Itoh, N., Yachi, C., and Kudome, T., J. Mol. Catal., 2010 vol. 10, nos. 1–3, pp. 281–290.

    Google Scholar 

  29. Gustafsson, D., Elg, M., Lenfors, S., and Boerjesson, S., Blood Coagul. Fibrinolysis, 1996, vol. 7, no. 1, pp. 69–79.

    Article  CAS  PubMed  Google Scholar 

  30. Zhang, J., Zhu, T., Wu, X., and Chen, Y., Appl. Microbiol. Biotechnol., 2013, vol. 97, no. 19, pp. 8487–8497.

    Article  CAS  PubMed  Google Scholar 

  31. Hanson, R.L., Singh, J., Kissick, T.R., Patel, R.N., and Mueller, R., Biorg. Chem., 1990, vol. 18, no. 2, pp. 116–121.

    Article  CAS  Google Scholar 

  32. Stoyan, T., Recktenwald, A., and Kula, M.R., J. Biotechnol., 1997, vol. 54, no. 1, pp. 77–80.

    Article  CAS  PubMed  Google Scholar 

  33. Hanson, R.L., Schwinden, M.D., Banerjee, A., and Patel, R.N., Biorg. Med. Chem., 1999, vol. 7, no. 10, pp. 2247–2252.

    Article  CAS  Google Scholar 

  34. Hanson, R.L., Howell, J., La Porte, T., Donovan, M., and Cazzulino, D., Enzyme Microb. Technol., 2000, vol. 26, nos. 5–6, pp. 348–358.

    Article  CAS  PubMed  Google Scholar 

  35. Hanson, R.L., Goldberg, S.L., Brzozowski, D.B., Tully, T.P., and Patel, R.N., Adv. Synth. Catal., 2007, vol. 349, nos. 8–9, pp. 1369–1378.

    Article  CAS  Google Scholar 

  36. Groeger, H., May, D., Werner, H., Menzel, A., and Altenbuchner, A., Org. Proc. Res. Dev., 2006, vol. 10, no. 3, pp. 666–669.

    Article  CAS  Google Scholar 

  37. Shin, J.-S. and Kim, B.-G., Biotechnol. Bioeng., 1999, vol. 65, no. 2, pp. 206–211.

    Article  CAS  PubMed  Google Scholar 

  38. Ito, N., Kawano, S., Hasegawa, J., and Yasohara, Y., Biosci. Biotechnol. Biochem., 2011, vol. 75, no. 11, pp. 2093–2098.

    Article  CAS  PubMed  Google Scholar 

  39. Fuchs, M., Koszelewski, D., Tauber, K., Kroutil, W., and Faber, K., Chem. Commun., 2010, no. 46, pp. 5500–5502.

    Article  CAS  Google Scholar 

  40. Savile, C.K., Janey, J.M., Mundorff, E.C., Huisman, G.W., and Hughes, G.J., Science, 2010, vol. 329, pp. 305–309.

    Article  CAS  PubMed  Google Scholar 

  41. Lo, H.H., Hsu, S.-K., Lin, W.-D., Chan, N.-L., and Hsu, W.-H., Biotechnol. Prog., 2005, vol. 21, no. 2, pp. 411–415.

    Article  PubMed  Google Scholar 

  42. Chen, Y., Goldberg, S.R., Hanson, R.L., Parker, W.L., Tully, T.P., Montana, M.A., Goswami, A., and Patel, R.L., Org. Proc. Res. Dev., 2011, vol. 15, no. 1, pp. 241–248.

    Article  Google Scholar 

  43. Hanson, R., Davis, D.L., Goldberg, S.L., Parker, W.L., Tully, T.P., Montana, M.A., and Patel, R.N., Org. Proc. Res. Dev., 2008, vol. 12, no. 6, pp. 1119–1129.

    Article  CAS  Google Scholar 

  44. Bezborodov, A.M. and Zagustina, N.A., Appl. Biochem. Microbiol., 2014, vol. 50, no. 4, pp. 313–337.

    Article  CAS  Google Scholar 

  45. Martinez, C.A., Hu, S., Dumont, Y., Tao, J., Kelleher, P., and Tully, L., Org. Proc. Res. Dev., 2008, vol. 12, no. 3, pp. 392–398.

    Article  CAS  Google Scholar 

  46. Zheng, R.-C., Wang, T.-Z., Fu, D.-J., Li, A.-P., and Li, X.-J., Appl. Microbiol. Biotechnol., 2013, vol. 97, no. 12, pp. 4839–4847.

    Article  CAS  PubMed  Google Scholar 

  47. Zheng, R.-C., Li, A.-P., Wu, Z.-M., and Zheng, Y.-G., Tetrahedron: Asymmetry, 2012, vol. 23, nos. 22–23, pp. 1517–1521.

    Article  CAS  Google Scholar 

  48. Borowiecki, P., Paprocki, D., and Dzanka, M., Bielstein Org. Chem., 2014, vol. 10, pp. 3038–3055.

    Article  Google Scholar 

  49. Zhang, D.-H., Li, C., Xie, L.-L., and Li Xia, Ind. Eng. Chem. Res., 2013, vol. 52, pp. 11875–11879.

    Article  CAS  Google Scholar 

  50. Goswami, A. and Howell, J.M., Org. Proc. Res. Dev., 2001, vol. 5, no. 4, pp. 415–420.

    Article  CAS  Google Scholar 

  51. Paravidino, M. and Hanefeld, U., Green Chemistry, 2011, vol. 13, pp. 2651–2657.

    Article  CAS  Google Scholar 

  52. Truppo, M.D. and Huges, G., Org. Proc. Res. Dev., 2011, vol. 15, no. 5, pp. 1033–1035.

    Article  CAS  Google Scholar 

  53. Ferraboschi, P., Mieri, DeM., and Galimberti, F., Tetrahedron: Asymmetry, 2010, vol. 21, no. 17, pp. 2136–2141.

    Article  CAS  Google Scholar 

  54. Sheldon, R.A. and van Sander, P., Chem. Soc. Rev., 2013, vol. 42, no. 17, pp. 6223–6235.

    Article  CAS  PubMed  Google Scholar 

  55. Hyett, D.J., Maas, P.J.D., Mink, D., and Vries de, A.H.M., Chem. Cat. Chem., 2011, vol. 3, no. 2, pp. 289–292.

    Google Scholar 

  56. Tao, J. and Xu, J.-X., Curr. Opin. Chem. Biol., 2009, vol. 13, no. 1, pp. 43–50.

    Article  CAS  PubMed  Google Scholar 

  57. Greenberg, W.A., Varvak, A., Hanson, S.R., Wong, K., Huang, H., and Burk, M.J., Proc. Natl. Acad. Sci. U. S. A., 2004, vol. 101, no. 16, pp. 5788–5793.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. A.N. Bach Institute of Biochemistry, Fundamentals of Biotechnology Federal Research Center, Russian Academy of Sciences, Moscow, 119071, Russia

    A. M. Bezborodov & N. A. Zagustina

Authors
  1. A. M. Bezborodov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. A. Zagustina
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to N. A. Zagustina.

Additional information

Original Russian Text © A.M. Bezborodov, N.A. Zagustina, 2016, published in Prikladnaya Biokhimiya i Mikrobiologiya, 2016, Vol. 52, No. 3, pp. 257–271.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Bezborodov, A.M., Zagustina, N.A. Enzymatic biocatalysis in chemical synthesis of pharmaceuticals (Review). Appl Biochem Microbiol 52, 237–249 (2016). https://doi.org/10.1134/S0003683816030030

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0003683816030030

Keywords

Search

Navigation